Yahari Ore no Seishun Love Comedy wa Machigatteiru., White Album 2 Recommendations
I heard these two compared and contrasted on a forum as something along the lines of "one is about three friends unselfishly seeking friendship and finding love; the other is about three friends selfishly seeking love and finding friendship". I'll let you decide how true that is after having watched it but I did feel these two were semi similar.
The biggest similarity is the dynamic of the three main characters, a male and two females (and the two girls are sort of parallels character wise), and the unspoken feelings between the three of them. I think Oregairu does an overall better job character and story
Both have love triangle elements where a group of friends tries to balance their friendships and their feelings for each other. The female main characters are similar in both.
Yukinoshita Yukino is like Kazusa Touma & Setsuna seems Yui. Kitahara & Hikki - both are inteligent, it seems they have same love-triangle problem & it becomes drama...
Smart main male protagonist, check.
Talented tsundere Black-haired female, check.
Bubbly pretty red/brown-haired other femla, check.
Feels, double check.